Djokovic has won seven championships at the grass-court major and come oh-so-close to making his total eight — the number Roger Federer won, and one behind Martina Navratilova's record nine women's trophies — but lost in the 2023 and 2024 finals to Carlos Alcaraz.

Djokovic has not played a match that counted since the semifinal loss to Sinner in the French Open. He showed fight against the world's top-ranked player, but ran out of gas during his fourth-straight loss to the 23-year-old phenom.

As Novak Djokovic prepares for his 20th Wimbledon appearance, former American tennis pros share their insights on whether the 24-time Grand Slam champion can add another title to his legendary career.